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Winter Park vacation rentals
We found 2,048 vacation rentals — enter your dates for availability
Select from 358 houses, 476 condos, and other vacation rentals to find the perfect place for your stay in Winter Park. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and cable TV. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Winter Park
Showing deals for:Apr 24 - May 1
Image gallery for Cozy Log Cabin: hot tub under the stars, private deck, king bed, dog friendly!

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Cozy Log Cabin: hot tub under the stars, private deck, king bed, dog friendly!
Idaho Springs
9% off
Price is $295
$295
$2,068 for 7 nights
$2,068 for 7 nights
All fees included
Image gallery for Superb Mountain Getaway- 2BR+2BA

9.09.0 out of 10, Wonderful, (18 reviews)
Wonderful
(18 reviews)
Superb Mountain Getaway- 2BR+2BA
Fraser
8% off
Price is $180
$180
$1,263 for 7 nights
$1,263 for 7 nights
All fees included
Image gallery for Updated Condo at Winter Park and Trestle Bike Park

9.89.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Updated Condo at Winter Park and Trestle Bike Park
Winter Park
8% off
Price is $177
$177
$1,242 for 7 nights
$1,242 for 7 nights
All fees included
Image gallery for House on Pond in Idaho Springs with Hot Tub - New Construction Custom Built!

1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
House on Pond in Idaho Springs with Hot Tub - New Construction Custom Built!
Idaho Springs
8% off
Price is $227
$227
$1,587 for 7 nights
$1,587 for 7 nights
All fees included
Image gallery for Modern/Rustic 2-bedroom Townhouse + Bonus Loft

9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Winter Park
8% off
Price is $221
$221
$1,545 for 7 nights
$1,545 for 7 nights
All fees included
Image gallery for Scenic Luxury Townhouse next to Winter Park Resort

1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Scenic Luxury Townhouse next to Winter Park Resort
Fraser
8% off
Price is $447
$447
$3,131 for 7 nights
$3,131 for 7 nights
All fees included
Image gallery for Clear Creek Retreat - Take a trip to the mountains

9.89.8 out of 10, Exceptional, (169 reviews)
Exceptional
(169 reviews)
Clear Creek Retreat - Take a trip to the mountains
Georgetown
8% off
Price is $266
$266
$1,862 for 7 nights
$1,862 for 7 nights
All fees included
Image gallery for Mountain Retreat near Winter Park and Grand Lake with Private Hot Tub!

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Mountain Retreat near Winter Park and Grand Lake with Private Hot Tub!
Tabernash
9% off
Price is $396
$396
$2,771 for 7 nights
$2,771 for 7 nights
All fees included
Image gallery for Large Home on 5 Private Acres, Hot Tub with Mountain Views, Epic Sledding Hill!

1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Large Home on 5 Private Acres, Hot Tub with Mountain Views, Epic Sledding Hill!
Fraser
8% off
Price is $585
$585
$4,097 for 7 nights
$4,097 for 7 nights
All fees included
Image gallery for Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake

1010 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake
Tabernash
8% off
Price is $461
$461
$3,225 for 7 nights
$3,225 for 7 nights
All fees included
Image gallery for New, modern mountain retreat for several families 8 min from ski resort.

1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
New, modern mountain retreat for several families 8 min from ski resort.
Fraser
8% off
Price is $656
$656
$4,590 for 7 nights
$4,590 for 7 nights
All fees included
Image gallery for Covered Parking, Cozy, spacious with beautiful views on the bus line

9.49.4 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Covered Parking, Cozy, spacious with beautiful views on the bus line
Fraser
12% off
Price is $376
$376
$2,635 for 7 nights
$2,635 for 7 nights
All fees included
Image gallery for Top of the Mountain Log Home with BREATHTAKING VIEWS near Winter Park, Granby

1010 out of 10, Exceptional, (104 reviews)
Exceptional
(104 reviews)
Top of the Mountain Log Home with BREATHTAKING VIEWS near Winter Park, Granby
Tabernash
8% off
Price is $381
$381
$2,669 for 7 nights
$2,669 for 7 nights
All fees included
Image gallery for Spacious 4BR Mountain Retreat w/ Fireplace & Views, 6 Mi to Winter Park Resort

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Spacious 4BR Mountain Retreat w/ Fireplace & Views, 6 Mi to Winter Park Resort
Fraser
8% off
Price is $227
$227
$1,588 for 7 nights
$1,588 for 7 nights
All fees included
Image gallery for Stunning Private Lodge with Awesome Views! Ski season availability!

1010 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Stunning Private Lodge with Awesome Views! Ski season availability!
Tabernash
9% off
Price is $591
$591
$4,135 for 7 nights
$4,135 for 7 nights
All fees included
Image gallery for Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!

1010 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Winter Park
20% off
Price is $441
$441
$3,084 for 7 nights
$3,084 for 7 nights
All fees included
Image gallery for Secluded family-friendly condo a minute from ski shuttle and trailheads

9.89.8 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Secluded family-friendly condo a minute from ski shuttle and trailheads
Winter Park
9% off
Price is $272
$272
$1,904 for 7 nights
$1,904 for 7 nights
All fees included
Image gallery for Spectacular Mountain Home with Breathtaking Views

1010 out of 10, Exceptional, (119 reviews)
Exceptional
(119 reviews)
Spectacular Mountain Home with Breathtaking Views
Fraser
8% off
Price is $554
$554
$3,877 for 7 nights
$3,877 for 7 nights
All fees included
Image gallery for Beautiful Mountain Lodge-Ski,Hike,Bike,Relax-We Are Close to it All!

1010 out of 10, Exceptional, (170 reviews)
Exceptional
(170 reviews)
Beautiful Mountain Lodge-Ski,Hike,Bike,Relax-We Are Close to it All!
Tabernash
8% off
Price is $527
$527
$3,689 for 7 nights
$3,689 for 7 nights
All fees included
Image gallery for Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!

9.89.8 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!
Winter Park
7% off
Price is $258
$258
$1,809 for 7 nights
$1,809 for 7 nights
All fees included
Image gallery for Walk to the base! Inside the WP gates! Complete Remodel w/private hot tub

1010 out of 10, Exceptional, (55 reviews)
Exceptional
(55 reviews)
Walk to the base! Inside the WP gates! Complete Remodel w/private hot tub
Winter Park
8% off
Price is $331
$331
$2,316 for 7 nights
$2,316 for 7 nights
All fees included
Image gallery for Private Indoor Hot Tub-Relaxing Mountain Retreat

9.49.4 out of 10, Exceptional, (109 reviews)
Exceptional
(109 reviews)
Private Indoor Hot Tub-Relaxing Mountain Retreat
Fraser
8% off
Price is $140
$140
$982 for 7 nights
$982 for 7 nights
All fees included
Image gallery for COZY, 3500 sf w/ lots of Trees, 5 big bedrooms, 3 baths, 4 miles to Winter Park

9.89.8 out of 10, Exceptional, (109 reviews)
Exceptional
(109 reviews)
COZY, 3500 sf w/ lots of Trees, 5 big bedrooms, 3 baths, 4 miles to Winter Park
Fraser
8% off
Price is $706
$706
$4,942 for 7 nights
$4,942 for 7 nights
All fees included
Image gallery for Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

9.89.8 out of 10, Exceptional, (137 reviews)
Exceptional
(137 reviews)
Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22
Winter Park
13% off
Price is $2,056
$2,056
$14,393 for 7 nights
$14,393 for 7 nights
All fees included
Find spaces that suit your style
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Find properties near top attractions in Winter Park
Map Attractions

2
Winter Park Visitor Center
Find the best place to stay - Winter Park
Ultimate Luxury Ski Chalet | Casa de Montana | Hot Tub, Vintage Video Games & More!
Sleeps 19 · 7 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Zephyr Mountain Lodge
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very Goodvery good
678 reviews(678 reviews)
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...
Sleeps 12 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)






